Hexaesters of tetraphosphoric acid



Patented Dec. 7, 1943 2,336,302 HEXAESTERS OF TETRAPHOSPHORIC ACIDGerhard Schrader, Leverkusen I. G.-Werk, Germany; vested in the AllenProperty Custodian No Drawing. Application August 1, 1939, Serial No.287,760. In Germany August 3, 1938 7 Claims. (01. 260-461) Thisinvention relates to the manufacture of hexaesters of tetraphosphoricacid.

Tetraphosphoric acid esters have hitherto not been known.

The surprising discovery has been made that the hexaesters oftetraphosphoric acid can be easily prepared by causing phosphorousoxyhalogenides to react with neutral phosphoric acid esters, preferablyat elevated temperature. The

reactlon Scheme 15 as follows 10 Tetraphosphoric-acid-cyclohexylester ZAll the last-named substances represent oils with glycerine-likeconsistency.

I claim: 1. The process for the manufacture of hexaesters oftetraphosphoric acid comprising heat- IPOGIQDVHHOB) (blue-11:0 RHR'HBIing a phosphorous oxyhalogenide with a neutral 0B phosphoric acid alkylester in a molar ratio of on about 1:3 under refluxing conditions atatmos- ,f pheric pressure.

2. The process for the manufacture of hexa- O esters of tetraphosphoricacid comprising heat- R being an organic radical, 1 carbon atom of ing aphosphorous oxyhalogemde with a neutral which is directly linked to theoxygen atom. phosphoric acid alkyl ester in a molar ratio of As neutralphosphoric acid esters especially the 5 about 1:3 to temperatures ofabout 130 to about triethyl-, tributyland the tri-(chloroethyD- 150 C.phosphate respectively come into consideration 3. The process for themanufacture of aliphatic which are technically used as softeners. Otherhexaesters of tetraphosphoric acid by heating a suitable esters are, forinstance, tripropyl-triprosphorous oxyhalogenide with a neutralalimethoxyethylor tricyclohexylphosphate rephatic ester of phosphoricacid in a molar ratio pec e yof about 1:3 under refluxing conditions atat- As phosphorous oxyhalogenides, for instance, mospheric pressure.phosphorous oxychloride or phosphorous oxybro- 4. The process for themanufacture of tetramide can be used. phosphoric hexaethyl estercomprising heating For carrying out the reaction it is notnecesphosphorous oxychloride with triethylphosphate sary to use asolvent. in a molar ratio of about 1:3 under refluxin The reaction issuitably performed at temconditions at atmospheric pressure. peraturesbetween 130 and 150 C. and proceeds 5. Hexaesters of tetraphosphoricacid of the nearly quantitatively. summary formula (R0)6P40'l, B. beingan ali- The products according to the invention rep- 40 phatic radical,1 carbon atom of said aliphatic resent water-soluble oils which have aglycerineradical being directly linked to an oxygen atom, likeconsistency. They maybeused, for instance, which products representwater-soluble oils as lubricants or softeners. which cannot be distilledwithout decomposition. The following example illustrates the inven- 6.Hexaallgvlesters of tetraphosphoric acid of tion without, however,restricting it thereto: the summary formula (RO)6P407, B. being anExample alkyl radical, 1 carbon atom of which is directly linked to anoxygen atom, which products repre- 182 gs. of triethylphosphate areheated while sent water-soluble oils which cannot be distilled stirringunder reflux so that the temperature of without decomposition.the'liquid is about 150 C. Within half an hour 7.Tetraphosphoric-acid-hexaethy1ester of the 53 gs. moi) of phosphorousoxychloride are added drop by drop. After the addition of phosphorousoxychloride the temperature is kept still half an hour at C.; hereuponthe mixture is cooled. 164 gs. of the tetraphosphoric acidhexaethylester are thus obtained. Yield: 96%.

In a similar manner the following substances may be prepared:

Tetraphosphoric-acid-hexa-n-butylesterTetraphosphoric-acid-fi-chloroethylesterTetraphosphoric-acid-hexa-n-dodecylesterTetraphosphoric-acid-hexa-n-propylesterTetraphosphoric-acid-p-methoxyethylester summary formula (C2H50)6P4o7,which product represents a water-soluble oil which cannot be distilledwithout decomposition.

GERHARD SCHRADER.

